IP Library Granted Patent US 8,841,311
Granted Patent B2
US 8,841,311 · App. 13/054,582 · Granted Sep 23, 2014

Sulphone-substituted quinazoline derivatives as immuno-modulators, their preparation and use as medicaments

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Quick Facts
Patent No.
US 8,841,311
App. No.
13/054,582
Granted
Sep 23, 2014
Kind
B2
Abstract

The present invention relates to sulphone-substituted quinazoline derivatives of the formula (I), processes for their preparation and their use as a medicament for the treatment of various diseases.

Claims (29)

1. A compound of formula (I)

in which

R 1 represents a C 1 -C 6 -alkyl radical optionally identically or differently mono- or polysubstituted by hydroxyl, —NR 6 R 7 , C 1 -C 6 -alkoxy and/or C 3 -C 6 -cycloalkyl,

R 2 represents hydrogen, halogen, cyano or a C 1 -C 6 -alkoxy radical,

R 3 represents a C 1 -C 6 -alkyl radical

X represents —NH—,

Y represents —O— or —NH—,

A represents a phenyl or monocyclic heteroaryl ring,

n represents 1 or 2, and

R 6 and R 7 independently of one another represent hydrogen or a C 1 -C 3 -alkyl radical,

and their salts, diastereomers and enantiomers.

2. A compound according to claim 1 , in which

R 1 represents a C 1 -C 3 -alkyl radical,

R 2 represents halogen or a C 1 -C 6 -alkoxy radical,

R 3 represents a C 1 -C 3 -alkyl radical,

X represents —NH—,

Y represents —O—,

A represents a phenyl ring, and

n represents 1,

and their salts, diastereomers and enantiomers.

3. Process for the preparation of a compound according to claim 1 , comprising reacting an intermediate according to formula (II) with a compound R 1 —XH,

where R 1 , R 2 , R 3 and X, Y, A and n have the meanings indicated in claim 1 .

4. Process for the preparation of a compound according to claim 1 , comprising reacting a quinazoline of the formula (VII) with an intermediate of the formula (IV),

where R 1 , R 2 , R 3 and X, Y, A and n have the meanings indicated in claim 1 .

5. Process for the preparation of a compound according to claim 1 , comprising oxidizing an intermediate of the formula (VII) to the corresponding sulphone

where R 1 , R 2 , R 3 and X, Y, A and n have the meanings indicated in claim 1 .

6. An intermediate of the formula (II):

where R 2 , R 3 and Y, A and n have the meanings indicated in claim 1 .

7. A pharmaceutical formulation comprising a compound according to claim 1 and a pharmaceutically acceptable excipient.

Assignments (1)
CHANGE OF NAME Recorded Jul 1, 2013
From: BAYER PHARMA AKTIENGESELLSCHAFT
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 030719/0225 →